无过渡金属参与的芳基氯代烃炔基化反应。
Transition-metal-free alkynylation of aryl chlorides.
机构信息
Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA.
出版信息
Org Lett. 2011 Aug 19;13(16):4172-5. doi: 10.1021/ol2014736. Epub 2011 Jul 25.
Abstract
Two sets of conditions have been developed for a base-mediated, transition-metal-free alkynylation of aryl chlorides that proceeds via benzyne intermediates. The first set of conditions involves the use of TMPLi base in a pentane/THF mixture at 25 °C. The second set involves use of a metal alkoxide base in dioxane at elevated temperature. Reasonable functional group tolerance has been observed. Fluoro, trifluoromethyl, silyl, cyano, and alcohol functionalities are compatible with the reaction conditions.
摘要
已经开发出了两种条件，用于通过苯炔中间体进行基底介导的、无过渡金属的芳基氯化物的炔基化反应。第一组条件涉及在 25°C 的戊烷/THF 混合物中使用 TMPLi 碱。第二组条件涉及在高温下使用金属醇盐碱在二氧六环中使用。已经观察到合理的官能团耐受性。氟、三氟甲基、硅基、氰基和醇官能团与反应条件兼容。
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